Movies starring Penn

Sort by:
Hugo Pool

Robert Downey, Sr. is an original American independent film maker. He has been at his craft for more than 30 years now -- his debut, Chafed Elbows, came out in 1965. His best known work, the trilogy of Putney Swope, Pound, and Greaser's Palace, w...

Run Time: 1:32
U.S. Release Date: -
MPAA Rating: "NR" (Sexual Situations, Nudity, Profanity)
Genre: COMEDY/DRAMA
Director: Robert Downey Sr.
Cast: Alyssa Milano, Patrick Dempsey, Malcolm McDowell, ...
Hurlyburly

Hurlyburly is a talky film - the entire movie is constructed around lengthy sequences of dialogue where the characters talk and talk and talk, often saying nothing. However, because the vocal rhythms are so perfect, the words are so well-chosen, a...

Run Time: 2:02
U.S. Release Date: 1998-12-25
MPAA Rating: "R" (Profanity, Violence, Drugs, Sexual Situations)
Genre: DRAMA
Director: Anthony Drazan
Cast: Sean Penn, Kevin Spacey, Robin Wright Penn, ...
I Am Sam

Never trust a serious drama that uses a line from a Dr. Seuss book as its title. I Am Sam (inspired by a line from "Green Eggs and Ham"), despite boasting interesting character relationships, stumbles and falls because of a storyline that consiste...

Run Time: 2:09
U.S. Release Date: 2001-12-28
MPAA Rating: "PG-13" (Profanity)
Genre: DRAMA
Director: Jessie Nelson
Cast: Sean Penn, Michelle Pfeiffer, Dakota Fanning, ...
Interpreter, The

The Interpreter is a cut above the average politically-based thriller. Although the events depicted in the film are fictional (as is the country in which some of the action transpires), they bear a more-than-passing resemblance to incidents that h...

Run Time: 2:08
U.S. Release Date: 2005-04-22
MPAA Rating: "PG-13" (Violence, Profanity, Sexual Situations)
Genre: THRILLER
Director: Sydney Pollack
Cast: Nicole Kidman, Sean Penn, Catherine Keener, ...
John Tucker Must Die

The gulf is vast between what the studio wants us to think John Tucker Must Die is and what it really is. The marketers and publicists would have us believe this is a dark, edgy teen comedy about a band of two-timed girls taking revenge on the school...

Run Time: 1:27
U.S. Release Date: 2006-07-28
MPAA Rating: "PG-13" (Sexual Situations, Profanity)
Genre: COMEDY
Director: Betty Thomas
Cast: Jesse Metcalf, Brittany Snow, Ashanti, ...
Layover, The

The Layover is an appalling movie – a reworked version of the essential plot elements of 2011’s Something Borrowed with everything worthwhile (and there wasn’t much to begin with) removed. The result is an unpleasant, unwatchable example...

Run Time: 1:29
U.S. Release Date: 2017-09-01
MPAA Rating: "R" (Profanity, Sexual Content, Drugs)
Genre: Comedy
Director: William H. Macy
Cast: Alexandra Daddario, Kate Upton, Matt Barr, ...
Licorice Pizza

I wish there were more movies like this. Licorice Pizza, Paul Thomas Anderson’s most uplifting movie to-date, may give some viewers a flashback to the days when Cameron Crowe was at the height of his powers. It’s that kind of movie: sweet and ...

Run Time: 2:11
U.S. Release Date: 2021-12-25
MPAA Rating: "R" (Profanity, Sexual Content, Drugs)
Genre: Romance/Drama
Director: Paul Thomas Anderson
Cast: Cooper Hoffman, Maya Rudolph, Christine Ebersole, ...
Lot Like Love, A

Here's a pleasant little romantic comedy that doesn't try too hard and has the virtue of doing a few things differently. Not that it breaks new ground, but there is a little more substance to the story than boy-meets-girl/boy-loses-girl/boy-gets-gi...

Run Time: 1:40
U.S. Release Date: 2005-04-22
MPAA Rating: "PG-13" (Sexual Situations, Nudity, Profanity)
Genre: ROMANCE/COMEDY
Director: Nigel Cole
Cast: Ashton Kutcher, Amanda Peet, Kathryn Hahn, ...
Margin Call

Long ago, the concept of "money" was devised as a means by which commerce could be simplified - after all, it's easier to carry around some kind of marker than cows or cattle or bags of grain. As society has evolved, however, so has the way in whic...

Run Time: 1:48
U.S. Release Date: 2011-10-21
MPAA Rating: "R" (Profanity)
Genre: DRAMA/THRILLER
Director: J.C. Chandor
Cast: Kevin Spacey, Paul Bettany, Jeremy Irons, ...
Message in a Bottle

For anyone who wept hopelessly at the tragic romance of The English Patient, Message in a Bottle is the movie you have been waiting for. In addition to being a beautifully-photographed motion picture with a solid (albeit melodramatic) storyline an...

Run Time: 2:10
U.S. Release Date: 1999-02-12
MPAA Rating: "PG-13" (Sexual Situations, Profanity)
Genre: DRAMA/ROMANCE
Director: Louis Mandoki
Cast: Kevin Costner, Robin Wright Penn, Paul Newman, ...